(3b,16b)-齐墩果-12-烯-3,16-二醇 | 595-17-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: (3b,16b)-齐墩果-12-烯-3,16-二醇
• 英文名称: maniladiol
• 英文别名: olean-12-ene-3β,16β-diol；(3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol
• CAS: 595-17-5
• 化学式: C₃₀H₅₀O₂
• 分子量: 442.726
• InChiKey: VLRYIIPJIVGFIV-QQSFYHFXSA-N

物化性质

• 熔点：
  220-221 °C
• 沸点：
  520.7±50.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  32
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3b,16b)-齐墩果-12-烯-3,16-二醇 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 Manilladion
  参考文献：
  名称：

  34.三萜族。第九部分 布雷因和马尼拉二醇的组成

  摘要：

  DOI：

  10.1039/jr9420000198
• 作为产物：
  描述：

  N-硝基亚氨基咪唑烷 在 氢氧化钾 、 肼 、 二乙二醇 作用下， 生成 (3b,16b)-齐墩果-12-烯-3,16-二醇
  参考文献：
  名称：

  Steroids. LIV.¹ Synthesis of 19-Nov-17α-ethynyltestosterone and 19-Nor-17α-methyltestosterone²

  摘要：

  DOI：

  10.1021/ja01645a010

文献信息

• Terpenoids in four Inula species from Bulgaria
  作者：Antoaneta Trendafilova、Victoria Ivanova、Milka Todorova、Plamena Staleva、Ina Aneva

  DOI：10.2298/jsc210730087t

  日期：——

  Phytochemical study of the chloroform extract of the aerial parts of Inula germanica L., I. ensifolia L., I. conyza (Griess.) DC. and I. salicina L. led to the identification of 33 terpenoids. ?- and ?-amyrin, lupeol, taraxasterol, ?-taraxasterol and their 3-O-acetates and 3-O-palmitates were identified by GC/MS. In addition, the structures of 3-O-palmitates of mainaladiol, arnidiol, faradiol and 16-hydroxylupeol were confirmed by NMR. ent-Kaur-16-en-19- -oic acid and its 15?-(3-methylpentanoyloxy) and 15?-(3-methylbutanoyloxy) derivatives were isolated from I. conyza. Ten closely related sesquiterpene lactones (germacranolides and melampolides) were found in I. germanica and their structural identification was performed by spectral analyses. I. ensifolia and I. salicina were free of sesquiterpene lactones and diterpenoids. All triterpenoids and diterpenoids, grazielia acid, desacetylovatifolin and 8-(2-methylbutanoyloxy)- 1(10),4,11(13)-germacrutrien-6,12-olide-14-oic acid are described for the first time in the studied species. The principal component analysis was used to find a relationship between th? investigated up to now Inula species, growing in Bulgaria.

  通过对 Inula germanica L.、I. ensifolia L.、I. conyza (Griess.) DC.和 I. salicina L.气生部分的氯仿提取物进行植物化学研究，鉴定出 33 种萜类化合物。通过气相色谱/质谱（GC/MS）鉴定了"-"和"-"阿米林"、"羽扇豆醇"、"蒲公英甾醇"、"蒲公英甾醇 "及其 3-O-乙酸酯和 3-O-棕榈酸酯。此外，还通过核磁共振确认了mainaladiol、arnidiol、faradiol 和 16-hydroxylupeol 的 3-O-棕榈酸酯的结构。从 I. conyza 中分离出 ent-Kaur-16-en-19-oic acid 及其 15?-（3-甲基戊酰氧基）和 15?-（3-甲基丁酰氧基）衍生物。在 I. germanica 中发现了 10 种密切相关的倍半萜内酯（germacranolides 和 melampolides），并通过光谱分析进行了结构鉴定。I. ensifolia 和 I. salicina 不含倍半萜内酯和二萜。所有三萜类和二萜类化合物、grazielia 酸、去乙酰vatifolin 和 8-（2-甲基丁酰氧基）- 1(10),4,11(13)-germacrutrien-6,12-olide-14-oic acid 都是首次在所研究的物种中发现。研究人员利用主成分分析法找到了生长在保加利亚的茵陈物种之间的关系。
• Cytochrome P450 Monooxygenase CYP716A141 is a Unique β-Amyrin C-16β Oxidase Involved in Triterpenoid Saponin Biosynthesis in Platycodon grandiflorus
  作者：Keita Tamura、Yuga Teranishi、Shinya Ueda、Hideyuki Suzuki、Noriaki Kawano、Kayo Yoshimatsu、Kazuki Saito、Nobuo Kawahara、Toshiya Muranaka、Hikaru Seki

  DOI：10.1093/pcp/pcx043

  日期：2017.5.1

  the CYP716A subfamily P450s catalyzed oxidation reactions of the β-amyrin skeleton. One of these P450s, CYP716A140v2, catalyzed a three-step oxidation reaction at C-28 on β-amyrin to produce oleanolic acid, a reaction performed by CYP716A subfamily P450s in a variety of plant species. The other P450, CYP716A141, catalyzed the hydroxylation of β-amyrin at C-16β. This reaction is unique among triterpene

  桔梗的根被广泛用作原料药。活性成分包括多种三萜皂苷。最近的研究表明，Cyt P450 单加氧酶 (P450s) 在许多植物物种的三萜皂苷生物合成中起三萜氧化酶的作用。然而，目前还没有关于广藿香中三萜氧化酶的报道。在这项研究中，我们使用 RNA 测序 (RNA-Seq) 技术对三种不同的大花梨组织（根、叶和花瓣）进行了转录组分析。我们克隆了 6 个在根中高表达的 P450 基因，并将它们归类为 CYP716A、CYP716D 和 CYP72A 亚家族。我们在工程酵母菌株中异源表达这些 P450，该菌株产生 β-香树脂醇，这是植物中最常见的三萜之一。CYP716A 亚家族 P450 中的两个催化 β-香树脂素骨架的氧化反应。这些 P450 之一，CYP716A140v2，在 β-香树脂精上的 C-28 处催化三步氧化反应产生齐墩果酸，该反应由 CYP716A 亚家族 P450 在多种植物物种中进行。另一个
• Polynucleotide binding complexes comprising sterols and saponin
  申请人：Nordic Vaccine Technology A/S

  公开号：EP2011517A1

  公开（公告）日：2009-01-07

  The present invention pertains to complexes comprising sterols and saponins. The complexes are capable of binding a genetic determinant including a polynucleotide. The complexes may further comprise a lipophilic moiety, optionally a lipophilic moiety comprising a contacting group and/or a targeting ligand, and/or a saccharide moiety. The complexes may further comprise an immunogenic determinant and/or an antigenic determinant and/or a medicament and/or a diagnostic compound. The complexes may in even further embodiments be encapsulated by an encapsulation agent including a biodegradable microsphere. The present invention also pertains to pharmaceutical compositions and methods of treatment of an individual by therapy and/or surgery, methods of cosmetic treatment, and diagnostic methods practised on the human or animal body.

  本发明涉及由甾醇和皂甙组成的复合物。这些复合物能够结合包括多核苷酸在内的遗传决定因子。复合物可进一步包含亲脂分子，可选择包含接触基团和/或靶向配体的亲脂分子和/或糖分子。复合物可进一步包括免疫原决定簇和/或抗原决定簇和/或药物和/或诊断化合物。在更进一步的实施方案中，复合物可被包括生物可降解微球在内的封装剂封装。本发明还涉及通过治疗和/或手术对个体进行治疗的药物组合物和方法、美容治疗方法以及对人体或动物体进行诊断的方法。
• 34. The triterpene group. Part IX. The constitution of breïn and maniladiol
  作者：Isobel M. Morice、James C. E. Simpson

  DOI：10.1039/jr9420000198

  日期：——
• Food Sources of Phytoestrogens and Breast Cancer Risk in Mexican Women
  作者：Luisa Torres-Sànchez、Lizbeth López--Carrillo、Malaquías Ló--Cervantes、Celina Rueda-Neria、Mary S. Wolff

  DOI：10.1207/s15327914nc372_3

  日期：2000.7

  We analyzed the intake of selected foods that contain phytoestrogens in relation to breast cancer (BC) risk using data from a hospital-based case-control study performed in Mexico City from 1994 to 1995. A total of 198 women with BC, aged 21-79 years, were individually age matched to an identical number of women with no breast disease. By a direct interview, information on socioeconomic characteristics and diet was obtained. A semiquantitative questionnaire was used to estimate the frequency of consumption of 95 foods. The effect of selected foods that contain phytoestrogens on BC risk was estimated using logistic regression models. The adjusted odds ratio for the consumption of more than one slice of onion per day and BC was 0.27 (95% confidence interval = 0.16-0.47), with a statistically significant trend (p < 0.001). This protective effect remained after adjustment for known risk factors of BC. Among premenopausal women, there was also a protective and significant effect due to the intake of lettuce and spinach and nonsignificant protective effects for the consumption of apples and herbal tea. Additional studies aimed at evaluating the potential protective effect of particular phytoestrogens bn BC risk are needed.